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Orient Real Estate

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    • Escape the hustle and bustle of everyday and spend a month in Orient’s most coveted beachfront estate enclaves. You will be captivated by the breathtaking 180-degree water views and grand sunsets that greet you at every turn in this beautifully designed and expertly built home by the sea. With 4800 square feet of living space, this beachfront retreat offers an abundance of room for relaxation and family entertainment. Begin your day in the private gym and sauna, offering a sanctuary for health and well-being. Channel your inner chef in the state-of-the-art kitchen. Entertain with ease in the grand greet room, boasting a wood-burning fireplace and floor to ceiling windows overlooking the gorgeous beach. Just outside is expansive decking and a beautifully furnished large screened Mahogany porch for relaxing with friends and dining al-fresco overlooking the beachfront. Inside you will find four spacious bedrooms and additional guest suite with big water views; each featuring full baths ensuite for added convenience and privacy. After a day of seaside adventures, unwind in the movie room or den, where relaxation meets entertainment in unparalleled luxury. There is a well appointed office for those times you will need a professional atmosphere, but with the same captivating beach views. This home offers a peaceful retreat and an idyllic setting for memorable gatherings in Orient for those who love that one of a kind beachfront experience. Whether hosting family gatherings or entertaining guests, this haven provides the perfect setting for unforgettable moments by the sea. Close Jitney and Ferry, several farm stands, Orient’s historic district, Yacht club, Golf course, Village lane shops, Duryea’s, private fish charters, world class vineyards and Zagat rated restaurants. 5 minutes to Greenport with ferry service to the Hamptons. Only available August 1st - August 14th, 2025 $20, 000. Rental Permit# 1135 36
      905 Stephensons Rd Orient, NY 11957
      $20,000
      4 Bedrooms 4 Full Baths 2 Half Baths Sq. Ft. 4500.00:#
      Single Family For Rent ML# 3555837
      Escape the hustle and bustle of everyday and spend a month in Orient’s most coveted beachfront estate enclaves. You will be captivated by the breathtaking 180-degree water views and grand sunsets that greet you at every turn in this beautifully designed and expertly built home by the sea. With 4800 square feet of living space, this beachfront retreat offers an abundance of room for relaxation and family entertainment. Begin your day in the private gym and sauna, offering a sanctuary for health and well-being. Channel your inner chef in the state-of-the-art kitchen. Entertain with ease in the grand greet room, boasting a wood-burning fireplace and floor to ceiling windows overlooking the gorgeous beach. Just outside is expansive decking and a beautifully furnished large screened Mahogany porch for relaxing with friends and dining al-fresco overlooking the beachfront. Inside you will find four spacious bedrooms and additional guest suite with big water views; each featuring full baths ensuite for added convenience and privacy. After a day of seaside adventures, unwind in the movie room or den, where relaxation meets entertainment in unparalleled luxury. There is a well appointed office for those times you will need a professional atmosphere, but with the same captivating beach views. This home offers a peaceful retreat and an idyllic setting for memorable gatherings in Orient for those who love that one of a kind beachfront experience. Whether hosting family gatherings or entertaining guests, this haven provides the perfect setting for unforgettable moments by the sea. Close Jitney and Ferry, several farm stands, Orient’s historic district, Yacht club, Golf course, Village lane shops, Duryea’s, private fish charters, world class vineyards and Zagat rated restaurants. 5 minutes to Greenport with ferry service to the Hamptons. Only available August 1st - August 14th, 2025 $20, 000. Rental Permit# 1135
      Presented By: Town And Country Real Estate  631-477-5990
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Nantucket beauty with pool. Steps from Village Lane shops, bay and sound front swimming beaches. Spend your vacation in the coveted Orient Village. This pristine home is beautifully designed and decorated with details you will appreciate throughout. Lovely floor plan, professional chef’s kitchen and dining room, living room with wood burning fireplace, den, and 2 bedrooms with deck overlooking garden and pool and additional 3rd bedroom and 1.5 full Lux baths. Large poolside decking and gorgeous gardens. Well appointed home and yard that will make your summer stay just fabulous. Rental Permit# 0866 11
      260 Orchard Street Orient, NY 11957
      $20,000
      3 Bedrooms 1 Full Bath 1 Half Bath
      Single Family For Rent ML# 3554131
      Nantucket beauty with pool. Steps from Village Lane shops, bay and sound front swimming beaches. Spend your vacation in the coveted Orient Village. This pristine home is beautifully designed and decorated with details you will appreciate throughout. Lovely floor plan, professional chef’s kitchen and dining room, living room with wood burning fireplace, den, and 2 bedrooms with deck overlooking garden and pool and additional 3rd bedroom and 1.5 full Lux baths. Large poolside decking and gorgeous gardens. Well appointed home and yard that will make your summer stay just fabulous. Rental Permit# 0866
      Presented By: Town And Country Real Estate  631-477-5990
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Experience breathtaking views of Long Island Sound and Orient Point County Park from this spacious open-concept home. This beautifully updated 4-bedroom, 4-bathroom residence offers a private 20x40 heated saltwater in-ground pool and serene backyard. Host memorable gatherings in the spacious kitchen, perfect for indoor and outdoor dining. The expansive master suite boasts breathtaking views, a king-size bed, an office nook, dressing area, a full bathroom, and a private balcony. The lower level features a cozy sitting and entertainment room, an exercise room, a full bathroom, laundry facilities, a 2-car garage, and direct access to the pool and backyard. Enjoy easy access to the pristine sound beach, hiking trails, Orient State Park, and Duryeas restaurant. Located at the tip of Long Island, this exceptional home is perfect for anyone seeking coastal living with ample entertainment and relaxation space. Permit# 0234. Offered Sept 5-30 $20k; Oct $15k; Nov $12k; Dec $12k. 15
      300 Latham Lane Orient, NY 11957
      $20,000
      4 Bedrooms 4 Full Baths Sq. Ft. 3800.00:#
      Single Family For Rent ML# 3519460
      Experience breathtaking views of Long Island Sound and Orient Point County Park from this spacious open-concept home. This beautifully updated 4-bedroom, 4-bathroom residence offers a private 20x40 heated saltwater in-ground pool and serene backyard. Host memorable gatherings in the spacious kitchen, perfect for indoor and outdoor dining. The expansive master suite boasts breathtaking views, a king-size bed, an office nook, dressing area, a full bathroom, and a private balcony. The lower level features a cozy sitting and entertainment room, an exercise room, a full bathroom, laundry facilities, a 2-car garage, and direct access to the pool and backyard. Enjoy easy access to the pristine sound beach, hiking trails, Orient State Park, and Duryeas restaurant. Located at the tip of Long Island, this exceptional home is perfect for anyone seeking coastal living with ample entertainment and relaxation space. Permit# 0234. Offered Sept 5-30 $20k; Oct $15k; Nov $12k; Dec $12k.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Enjoy living in the crown jewel of Orient Village, the Shaw House built in 1730. Restored & meticulously maintained with original exposed beams, wide-plank floors, period hardware, 3 updated wood burning fireplaces, custom cabinetry & woodwork. 2 large decks span the back of the house overlooking Orient Harbor & Yacht Club. Offered Dec 2024 $6, 000. 2025 prices: Jan $5, 000; Feb $5, 000; March $5, 000; Apr $5, 000; May $10, 000; June $15, 000; Sept $15, 000; Oct $8, 000; Nov $8, 000; Dec $6, 000. Permit #0293. 11
      1970 Village Lane Orient, NY 11957
      $15,000
      3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2200.00:#
      Single Family For Rent ML# 3588582
      Enjoy living in the crown jewel of Orient Village, the Shaw House built in 1730. Restored & meticulously maintained with original exposed beams, wide-plank floors, period hardware, 3 updated wood burning fireplaces, custom cabinetry & woodwork. 2 large decks span the back of the house overlooking Orient Harbor & Yacht Club. Offered Dec 2024 $6, 000. 2025 prices: Jan $5, 000; Feb $5, 000; March $5, 000; Apr $5, 000; May $10, 000; June $15, 000; Sept $15, 000; Oct $8, 000; Nov $8, 000; Dec $6, 000. Permit #0293.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Come to the beautiful North Fork and spend your summer in this outstanding, stylish home in private sound front community at 560 Grandview Drive, Orient. Large bright home with 4 bedrooms and 3 baths, great room with fireplace, primary bedroom en-suite with fireplace, super floor plan and chic furnishings, set on 1 acre, heated pool with Jaccuzzi; ready for your off season or summer vacation and beyond. Close to beautiful beaches, Orient village, and the Jitney. Available July $22K, August-LD $25K. Year Round $8, 500/monthly. Rental Permit# 0473 27
      560 Grandview Drive Orient, NY 11957
      $14,000
      4 Bedrooms 3 Full Baths Sq. Ft. 2700.00:#
      Single Family For Rent ML# 3540781
      Come to the beautiful North Fork and spend your summer in this outstanding, stylish home in private sound front community at 560 Grandview Drive, Orient. Large bright home with 4 bedrooms and 3 baths, great room with fireplace, primary bedroom en-suite with fireplace, super floor plan and chic furnishings, set on 1 acre, heated pool with Jaccuzzi; ready for your off season or summer vacation and beyond. Close to beautiful beaches, Orient village, and the Jitney. Available July $22K, August-LD $25K. Year Round $8, 500/monthly. Rental Permit# 0473
      Presented By: Town And Country Real Estate  631-477-5990
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Orient Village- Located in Orient at 944 Youngs Avenue, on a private country lane sits this perfect country cottage, oh so close to Orient’s favorite Youngs Road Beachfront. 3 bedrooms and 2 full baths, lovely outdoor deck, yard and overlooking a flower farm and just down the street from Village lane, the Orient Country Store and the Jitney. Available July 12k, August $14K, 2025 RP# 907, Additional information: Appearance:mint 24
      944 Youngs Rd Orient, NY 11957
      $12,000
      3 Bedrooms 2 Full Baths Sq. Ft. 1600.00:#
      Single Family For Rent ML# 3501346
      Orient Village- Located in Orient at 944 Youngs Avenue, on a private country lane sits this perfect country cottage, oh so close to Orient’s favorite Youngs Road Beachfront. 3 bedrooms and 2 full baths, lovely outdoor deck, yard and overlooking a flower farm and just down the street from Village lane, the Orient Country Store and the Jitney. Available July 12k, August $14K, 2025 RP# 907, Additional information: Appearance:mint
      Presented By: Town And Country Real Estate  631-477-5990
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Enjoy a beautiful airy and bright mint condition Bay Front Orient Contemporary home, perfect for relaxing and entertaining. This 4-bedroom 4.5 bath home has gourmet kitchen, fireplace, open common space for easy entertaining. First floor has access to bay side screened porch from living room and den (or 4th bedroom with full bath). Second floor master bedroom and a guest bedroom open onto upper bay side deck, a third bedroom with full bath completes the layout. Private stairs to the beach and deeded beach rights to association Bay beach just a short walk from the house. Property is close to all village amenities: Country Store, Post Office, Marinas, Bay and Sound beaches. Offered Aug 20-LD $13, 000; Sept $20, 000; Oct $15, 000; Nov $10, 000; Dec $10, 000. Permit# 1020. 14
      1390 Willow Terrace Lane Orient, NY 11957
      $10,000
      4 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 2800.00:#
      Single Family For Rent ML# 3550396
      Enjoy a beautiful airy and bright mint condition Bay Front Orient Contemporary home, perfect for relaxing and entertaining. This 4-bedroom 4.5 bath home has gourmet kitchen, fireplace, open common space for easy entertaining. First floor has access to bay side screened porch from living room and den (or 4th bedroom with full bath). Second floor master bedroom and a guest bedroom open onto upper bay side deck, a third bedroom with full bath completes the layout. Private stairs to the beach and deeded beach rights to association Bay beach just a short walk from the house. Property is close to all village amenities: Country Store, Post Office, Marinas, Bay and Sound beaches. Offered Aug 20-LD $13, 000; Sept $20, 000; Oct $15, 000; Nov $10, 000; Dec $10, 000. Permit# 1020.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • HILLCREST ESTATES! This impeccably maintained home is located in coveted Orient Point and features 4 oversized Bedrooms (Sleeps 12), 2.5 Baths, 1st floor Office, LR, DR, Den with Fireplace, Designer EIK, Rec Room with ping-pong and air-hockey tables. One-of-a-Kind, Magnificent, Resort-Style, professionally landscaped .92 acre property. Private yard with expansive patios, multiple outdoor seating areas, heated inground pool, outdoor shower, fire pit, sports court, tree swing, front porch and more. Freshly painted, beautifully decorated open spaces ideal for comfort, relaxation and entertaining. Private resident beach, a stones throw to Orient Ferry, Orient Village, boating, Greenport, fine restaurants, golf courses and vineyards. Enjoy all the North Fork has to offer with this stunning home! This home is offered fully furnished and fully stocked with kitchenware!, Additional information: Appearance:Mint, Interior Features:Separate Thermostat, Interior Features:Separate Thermostat 33
      1460 Hillcrest Drive Orient, NY 11957
      $7,500
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 3200.00:#
      Single Family For Rent ML# 3519950
      HILLCREST ESTATES! This impeccably maintained home is located in coveted Orient Point and features 4 oversized Bedrooms (Sleeps 12), 2.5 Baths, 1st floor Office, LR, DR, Den with Fireplace, Designer EIK, Rec Room with ping-pong and air-hockey tables. One-of-a-Kind, Magnificent, Resort-Style, professionally landscaped .92 acre property. Private yard with expansive patios, multiple outdoor seating areas, heated inground pool, outdoor shower, fire pit, sports court, tree swing, front porch and more. Freshly painted, beautifully decorated open spaces ideal for comfort, relaxation and entertaining. Private resident beach, a stones throw to Orient Ferry, Orient Village, boating, Greenport, fine restaurants, golf courses and vineyards. Enjoy all the North Fork has to offer with this stunning home! This home is offered fully furnished and fully stocked with kitchenware!, Additional information: Appearance:Mint, Interior Features:Separate Thermostat, Interior Features:Separate Thermostat
      Presented By: Compass Greater NY LLC  917-589-7888
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Orient village mid century gem with pool. This newly renovated, well appointed residence is perfectly located and offers 3 bright and spacious bedrooms and 2 full baths, chefs kitchen, dining room, living room and screened in porch. The yard and pool area are fenced. The garden features a pool house and stone patio perfect for alfresco dining, overlooking the beautiful pool, specimen trees and perennials. An exquisite setting for an idyllic respite in lovely Orient. Nearby to Beaches, Village Lane and the jitney. Minutes to area attractions, fine dining, golf, wineries, Greenport, Ferries to Shelter Island, Sag Harbor and New England. Rental Rates: June $14, 000; July $34, 000; August-LD- $36, 000; Off Season $4, 500 per month; Year Round $6, 500 per month. Rental Permit# 1061. 27
      285 Oyster Ponds Lane Orient, NY 11957
      $6,500
      3 Bedrooms 2 Full Baths Sq. Ft. 1600.00:#
      Single Family For Rent ML# 3585738
      Orient village mid century gem with pool. This newly renovated, well appointed residence is perfectly located and offers 3 bright and spacious bedrooms and 2 full baths, chefs kitchen, dining room, living room and screened in porch. The yard and pool area are fenced. The garden features a pool house and stone patio perfect for alfresco dining, overlooking the beautiful pool, specimen trees and perennials. An exquisite setting for an idyllic respite in lovely Orient. Nearby to Beaches, Village Lane and the jitney. Minutes to area attractions, fine dining, golf, wineries, Greenport, Ferries to Shelter Island, Sag Harbor and New England. Rental Rates: June $14, 000; July $34, 000; August-LD- $36, 000; Off Season $4, 500 per month; Year Round $6, 500 per month. Rental Permit# 1061.
      Presented By: Town And Country Real Estate  631-477-5990
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Year Round ONLY $4000 Per Month!! Welcome To Plum Island Lane In The Much Sought After Community Of ’Orient By The Sea’ - Which Is A Stones Throw From The Private Beach! This Perfect Get Away Home Consists Of 3 Large Bedrooms, 1.5 Bathrooms, A Spacious EIK, Bright Open-Plan Living Room, Laundry And Recently Installed In-Ground 20 x 40 Saltwater Swimming Pool! This Gem Of A Home Was Completely Renovated To A Premium Standard In 2021. It Is Fully Furnished And Contains All New Modern Appliances. Close To The Cross Sound Ferry, Orient State Park And Public Marina. Reserve A Viewing Right Away And Avoid Missing Out On This Beauty! Year Round Price: $4000. May: $6, 000 - June: $10, 000 - July: $18, 000 - August to LD: $18, 000 - September: $9, 000 & MD to LD: $32, 000. Rental Permit #: 0812 11
      2420 Plum Island Lane Orient, NY 11957
      $4,000
      3 Bedrooms 1 Full Bath 1 Half Bath Sq. Ft. 1600.00:#
      Single Family For Rent ML# 3455258
      Year Round ONLY $4000 Per Month!! Welcome To Plum Island Lane In The Much Sought After Community Of ’Orient By The Sea’ - Which Is A Stones Throw From The Private Beach! This Perfect Get Away Home Consists Of 3 Large Bedrooms, 1.5 Bathrooms, A Spacious EIK, Bright Open-Plan Living Room, Laundry And Recently Installed In-Ground 20 x 40 Saltwater Swimming Pool! This Gem Of A Home Was Completely Renovated To A Premium Standard In 2021. It Is Fully Furnished And Contains All New Modern Appliances. Close To The Cross Sound Ferry, Orient State Park And Public Marina. Reserve A Viewing Right Away And Avoid Missing Out On This Beauty! Year Round Price: $4000. May: $6, 000 - June: $10, 000 - July: $18, 000 - August to LD: $18, 000 - September: $9, 000 & MD to LD: $32, 000. Rental Permit #: 0812
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 21 - 30 of 33 results| view:  results per page« 1|2|3|4 »
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    Office: (631) 765 5333 Fax (631) 765 5225 broker@beninatiassociates.com

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